A town hall with a central dome and columns, surrounded by trees and people.

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Check availability on Lenox Luxury Hotels

Tonight
Sep 25 - Sep 26
Tomorrow
Sep 26 - Sep 27
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Lenox luxury hotels

A stone fountain surrounded by trees in a park setting.
A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.
A living room with a fireplace, leather sofas, and a dog.

1. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
￥69,319
￥81,300 total
includes taxes & fees
Sep 27 - Sep 28
The Inn at Stockbridge
A large, two-story house with a well-maintained lawn and a fence.
A house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.
A bedroom with a large bed, a fireplace, a bathtub, and a window with a view of greenery.
A dining area with a table set for two, a view of a green landscape through large windows, and outdoor seating with a view.

2. Devonfield Inn B&B

Devonfield Inn B&B
Lee
￥64,929
￥72,525 total
includes taxes & fees
Oct 25 - Oct 26
Devonfield Inn B&B
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.
A hotel room with two beds, a nightstand with a lamp, and a window with curtains.
A modern apartment with a living room, kitchenette, and dining area.
A compact living space with a kitchenette, a dining area, and a sofa.

3. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
  • Boutique Berkshire guesthouse features spacious suites, designer interiors, and easy access to cultural sites.
￥15,669
￥17,502 total
includes taxes & fees
Sep 27 - Sep 28
The Central Downtown Inn & Suites
A white house with a balcony, green shutters, and a front door with a decorative glass panel. There are two large flower pots on the steps.
A room with a grand piano, a chessboard, a horse statue, and a blue armchair.
A traditional living room with a fireplace, a grand piano, plush seating, and a bookshelf.
A dining room with a large table set for a meal, surrounded by ornate chairs.

4. Hampton Terrace Inn

Hampton Terrace Inn
Lenox
￥42,306
￥47,257 total
includes taxes & fees
Sep 27 - Sep 28
Hampton Terrace Inn
A two-story house with a brick entrance and a white facade.
A cozy room with a wooden floor, a dining table with a lamp, a chair, a cabinet, and a window with curtains.
A neatly arranged bedroom with a bed, bedside table, and a dresser.
A well-maintained garden with a swimming pool, surrounded by lush greenery and a white building.

5. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Stockbridge
  • Escape to a mountain luxury bed & breakfast where refined elegance meets nature's beauty, just steps from the Norman Rockwell Museum.
￥81,170
￥98,193 total
includes taxes & fees
Oct 18 - Oct 19
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.
An outdoor seating area with stone fire pit, chairs, and a red building in the background.
A spacious living area with a fireplace, wooden beams, and a large window.
A spacious interior with a wooden staircase, a seating area with patterned cushions, and large windows allowing natural light.

6. The Williams Inn

The Williams Inn
Williamstown
￥25,595
￥28,590 total
includes taxes & fees
Sep 28 - Sep 29
The Williams Inn
A dining area with round tables set for two, a fireplace, and a mural on the wall.
A room with a leather armchair, a table with a potted plant, a lamp, and a fireplace with decorative elements.
A room with two brown leather armchairs, a wooden side table with a lamp, a potted plant, and a window with a view of a snowy landscape.
A cozy room with a fireplace, wooden walls, a bed with a patterned bedspread, and two wall-mounted lamps.

7. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
￥52,229
￥63,025 total
includes taxes & fees
Sep 28 - Sep 29
The Old Inn On The Green
View all properties

Find out more about Lenox

Lenoxand its attractions for luxury travelers

Lenox, Massachusetts, is a perfect escape for luxury travelers seeking a blend of culture and nature. One of the highlights is Tanglewood, the summer home of the Boston Symphony Orchestra, where you can enjoy world-class music performances in a stunning outdoor setting. The beautiful grounds offer a serene atmosphere, perfect for picnics under the stars after an enchanting concert. Another must-visit is the Ventfort Hall Mansion and Gilded Age Museum, where you can explore the opulence of the late 19th century and indulge in special events and guided tours that detail the grandeur of the era. For outdoor enthusiasts, the nearby Kennedy Park provides miles of hiking trails, allowing you to immerse yourself in the lush landscapes of the Berkshires while enjoying invigorating walks. If you’re in the mood for relaxation, the Canyon Ranch Lenox offers a luxury wellness experience with spa treatments, gourmet dining, and fitness classes designed for rejuvenation. The central area of Lenox is particularly inviting for luxury travelers, featuring charming boutiques, upscale dining options, and exquisite accommodations like the elegant Blantyre Hotel, which boasts beautifully appointed rooms and exceptional service, ensuring you feel pampered during your stay. From cultural experiences to serene nature, Lenox promises an enriching getaway.

Find the best luxury hotels and resorts in Lenox

For travelers seeking a luxurious escape in Lenox, Massachusetts, these exquisite hotels offer exceptional amenities and unparalleled comfort, ensuring a memorable stay in this charming destination.33 Main

  • Why it's great for a luxury retreat: For an indulgent stay, 33 Main stands out with its remarkable review rating of 9.8, showcasing its commitment to luxury and comfort. Guests are treated to plush premium bedding and cozy bathrobes, enhancing the opulent experience. This adults-only hotel ensures a tranquil environment, making it a perfect retreat for travelers seeking intimacy and relaxation.
  • Other amenities: The hotel offers complimentary toiletries for an added touch of luxury, while the historical district location adds to its charm and character. Guests can enjoy free self-parking and a generous full breakfast daily, making it convenient for travelers. The serene ambiance and thoughtful details create an unforgettable experience for those seeking a high-end getaway.
  • Nearby attractions: Lenox Library - 0.07 miles, Ventfort Hall Mansion and Gilded Age Museum - 0.45 miles, Shakespeare and Company - 0.61 miles

Hampton Terrace Inn

  • Why it's great for a luxury retreat: Hampton Terrace Inn is an exquisite choice for luxury travelers, a review rating of 8.6. This elegant inn features premium bedding and a romantic fireplace, creating a cozy yet sophisticated atmosphere. With exceptional amenities like air conditioning and concierge services, guests are assured of a comfortable and tailored experience throughout their stay.
  • Other amenities: The inn offers a deep soaking bathtub for ultimate relaxation, while the onsite outdoor tennis court provides an active option for guests. Additional features include a hot tub for unwinding, daily housekeeping, and a terrace for enjoying the outdoors. Guests can also benefit from free self-parking and an electric car charging station, ensuring convenience for all travelers.
  • Nearby attractions: Lenox Library - 0.29 miles, Ventfort Hall Mansion and Gilded Age Museum - 0.14 miles, Shakespeare and Company - 0.38 miles

Seven Hills Inn

  • Why it's great for a luxury retreat: Seven Hills Inn is a perfect choice for travelers looking for a luxurious experience without compromising on comfort. With an excellent review rating of 8.0, this inn features air conditioning and concierge services that cater to guests’ every need, ensuring a refined atmosphere throughout their stay. Guests can also enjoy complimentary breakfast, providing a delightful start to their day.
  • Other amenities: The inn boasts a beautiful terrace and a lovely garden, perfect for relaxation in the serene surroundings. Free toiletries add a touch of convenience, while self-parking ensures an effortless arrival. With pet-friendly and service animal accommodations, guests can feel at home. Additionally, the option for free to-go breakfast makes it easy for travelers to savor their mornings at their own pace.
  • Nearby attractions: Wyndhurst Golf & Club - 0.46 miles, Shakespeare and Company - 1.25 miles, The Mount - 0.15 miles

Top Lenox Hotel Reviews

The Yankee Inn

The Yankee Inn

10/10 Excellent
"No Pool or hot tub available"
Betty 1-night trip
Posted 1 day ago
The Yankee Inn
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Great location; walkable to restaurants. Spacious 7th floor room had a nice town and mountain view. All staff friendly and helpful. Bed was comfortable; room very clean. Breakfast was minimal and uninspiring."
Karl 1-night trip
Posted 2 days ago
Hotel Downstreet, an Ascend Collection Hotel
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Good"
Kauan 1-night trip
Posted 6 days ago
Howard Johnson by Wyndham Lenox
Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast

10/10 Excellent
"My sister-in-law and I were fortunate to reserve the last available room at Whistler's Inn Bed & Breakfast as we were first timers headed to a concert at Tanglewood. How lucky were we that we came across this beautiful place! From the minute we walked up to the front entrance, we felt like we had stepped onto a property straight out of a fairy tale in the English countryside! From the warmth of the mother/daughter inn keepers, the charming decor, the gardens still in bloom & our AMAZING (included) made to order breakfast-blueberry pancakes, eggs & sausage. Not to mention the spread of homemade breads, yogurts, cereal, juice, coffee & tea. We absolutely cannot wait to come back next year! Ten stars!"
Dana 1-night trip
Posted 2 weeks ago
Whistler's Inn Bed & Breakfast

Frequently asked questions

Are you searching for a great accommodation for your luxury holiday in Lenox?
During your visit, you might want to enjoy the museums and entertainment which Lenox is known for.
When can I expect good weather in Lenox?
Planning for the weather is an important factor for making your trip to Lenox a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Lenox are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's there to see and do in Lenox?
Enjoy Lenox with a stop at Lenox Library, Ventfort Hall Mansion and Gilded Age Museum, and Shakespeare and Company. If you have a little extra time during your trip, you might want to check out Tanglewood Music Center and Wyndhurst Golf & Club.

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